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House vacation rentals in Kissimmee

Find and book unique houses on Airbnb

Top-rated house rentals in Kissimmee

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Superhost
Home in Kissimmee
5 out of 5 average rating, 3 reviews

Lakeview Themed Home w/ Pool & Theater Near Disney

Welcome to this stunning 7-bedroom single-family getaway at Storey Lake Resort! This unit offers a cozy and modern decoration, themed bedrooms, a top-notch game room, private pool with a breath-taking lake-view, and more. A perfect family getaway for up to 20 guests inside a wonderful community. • Resort: Storey Lake • 7 Bedrooms/ 6 Bathrooms/ Sleeps 20 • Disney (5 miles) • Sea World (7 miles) • Convention Center (9 miles) • Universal (10 miles) • Location: Parenthesis Ave, Kissimmee, FL 34746

Guest favorite
A screened-in pool area features a clear blue pool with floatation devices, surrounded by a sunlit deck. A Tiki bar with seating stands to one side, while lounge chairs are arranged along the edge. Lush greenery is visible beyond the enclosure.
Home in Kissimmee
4.95 out of 5 average rating, 124 reviews

Disney Retreat | Huge Pool with Spa | 2 King beds

Don’t leave that Disney Magic at the parks - experience it by coming home to your spacious 5 BR with 2 King suites, 3.5 baths, and newly renovated design. The high ceilings and open floor plan make it perfect for family time, while the private backyard oasis, complete with a pool and spa (heating optional) and Tiki Bar, offers a great space for relaxation. The themed bedrooms, including Star Wars, Frozen, and Mickey & Minnie, add a fun and whimsical touch that’s perfect for guests of all ages.

Superhost
Home in Kissimmee
5 out of 5 average rating, 3 reviews

Aurora Lux |12PPL | Pool | Games | Mini Golf | BBQ

Welcome to Aurora Lux Villa, a luxury home in Kissimmee! - Pool - 15 mins to Orlando Airport - 25 mins to Epic Universe - 25 mins to Volcano Bay - 25 mins to Disney Springs - Outdoor Playground for kids & Climbing Dome - Mini Golf - BBQ, Fire Pit & Outside furniture - 12 PPL (2 KING, 1 QUEEN, 2 TWIN & 2 SOFA BEDS) - Washer & Dryer - Kids friendly & Travel Crib - Private Patio & Terrace - WIFI - Fully equipped kitchen - Free parking - Safe neighborhood - Self-check in - Hosts available 24/7

Guest favorite
A modern two-story house is showcased, featuring a bright exterior and a spacious driveway. Lush green grass surrounds the property, while palm trees add a tropical touch. Large windows on the upper level allow for ample natural light, highlighting the clean lines of the architecture.
Home in Buenaventura Lakes
4.94 out of 5 average rating, 142 reviews

Villa Resort Club

VILLA LUJOSA - BARRIO SÚPER HERMOSO POOL HEATER HOUSE - Diviértete con toda la familia en este alojamiento con estilo moderno , te encantará el área de picnic frente de la casa , el área de juegos y piscina con calentador , un espacioso lugar de hierba artificial para jugar tus niños y en una zona muy trankila cerca de los parques de Disney y del aereopuerto MCO . TE ENCANTARÁ LA CASA Local utility or county personnel may access exterior areas for maintenance without prior notice.

Superhost
Home in Kissimmee
5 out of 5 average rating, 3 reviews

NEW!Racing Simulator|Game Room|Movie Room|Sleep 21

Step into this fully renovated ultimate Disney vacation home, designed to impress. All-new furniture and stylish finishes make it one of the most sought-after stays in the area. Featuring 6 king bedrooms plus 3 fun kids themed rooms, it’s perfect for large groups. Enjoy a fully immersive movie theater, a Car themed game room with Racing Simulator, arcade games and Xbox, PlayStation & Pool Table Relax by the pool with Pool Volleyball and Basketball Hoop. Free Pool Heat & BBQ.

Top guest favorite
A grand living area showcases a striking stone wall adorned with an extensive collection of framed artwork. Soft seating is arranged around a fireplace, providing a cozy yet elegant atmosphere. A staircase leads to the upper level, while rich drapery frames the large windows, allowing natural light to flow in.
Home in Kissimmee
4.95 out of 5 average rating, 213 reviews

Waterfront Wizarding Near Universal's Harry Potter

This spellbound stay, situated in the prestigious Lake Berkley Resort, boasts lake views & private pool. With 6 bedrooms, 3 bathrooms, well equipped kitchen & comfy living spaces, this thematic home is ideal for families & friends seeking an immersive vacation. A 10min drive to Disney, 15min to Sea World & 20min to Universal's Wizarding World of Harry Potter, this magical manor provides a convenient home base for exploring Orlando's famous attractions.

Top guest favorite
Home in Kissimmee
5 out of 5 average rating, 14 reviews

Pet-Friendly Pool Home Near Orlando

Welcome to your perfect Orlando retreat! This beautiful and spacious home offers a blend of modern comfort, stylish design, and exceptional amenities — all just minutes from the top parks and attractions. Enjoy a private screened-in pool, elegant interiors, and thoughtfully designed spaces ideal for families, groups, or long stays. Every detail has been curated to provide comfort, relaxation, and an unforgettable vacation experience.

Superhost
Home in Davenport
4.78 out of 5 average rating, 101 reviews

The Magic Mansion 6BR Resort Pool Home Near Disney

Enjoy the magic of the highly sought after Magic Mansion, a fully Disney themed, six bedroom Orlando resort vacation home that sleeps 14 guests. Featuring a private pool, Avatar movie theater and arcade, themed rooms for the kids including Star Wars, Toy Story, and Alice in Wonderland themes, a Super Mario game room, and resort amenities INCLUDED Oasis Club and Retreat Club at Champions gate! Located only minutes from Disney World.

Guest favorite
A spacious living area features a modern sectional sofa and two blue lounge chairs. A large flat-screen television displays a fireplace design, creating a cozy focal point. Natural light fills the room through window coverings, and a potted plant adds a touch of greenery.
Home in Kissimmee
4.92 out of 5 average rating, 255 reviews

Cozy House with Private Pool. Kissimmee/Orlando

Travelers will love staying at this home for its perfect mix of comfort and fun. Enjoy a private pool to relax after a long day, plus a gas BBQ included for easy outdoor meals with family or friends. The spacious and cozy layout is ideal for unwinding, while the peaceful setting makes it feel like a true getaway. Whether you’re here to relax or explore, this home offers everything you need for an unforgettable stay.

Top guest favorite
The image features a private screened patio area with a view of a tranquil lake. A swimming pool is centered, flanked by blue lounge chairs and a dining table adorned with an orchid arrangement, a bottle of wine, and two glasses.
Home in Kissimmee
4.9 out of 5 average rating, 156 reviews

9 bdrm heated pool, Free water park EV charger

Our huge stunning luxury villa with private heated pool & spa situated in the gated resort of Windsor at Westside, appx -15 minutes from Disney. • Up to 20 people can enjoy their dream vacation in our 9 Bedroom, 6 Bath villa • lovely Lake view from the private Pool • Free access to waterpark, 5 min walk. • 2 car driveway, 1 car garage with EV charging, free street parking. • address: Gobi drive, Kissimmee, 34747

Superhost
Home in Clermont
5 out of 5 average rating, 4 reviews

Modern Orlando Retreat w/ Private Pool near Disney

Modern designer home with private pool, perfect for families and groups near Disney. Sleeps 10 in 4 stylish bedrooms and features a chef-style quartz kitchen, elegant dining for 8, spacious living area, and a fun kids’ room. Located in a quiet upscale community just 20–25 minutes from Disney, with easy access to Universal and Orlando’s top attractions.

Superhost
Home in Davenport
5 out of 5 average rating, 4 reviews

Disney/Orlando Animal Kingdom Luxy Stay

Our Animal Kingdom themed house is located only short 15 amay from Disney Parks. Includes 4 themed bedrooms, heated pool, fully stuffed kitchen and relaxing spa for mom. Arcade, board games form entire family, and Poker table for older kids.

Popular amenities for Kissimmee house rentals

When is the best time to visit Kissimmee?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 621ﺩ.ﺇ 643ﺩ.ﺇ 690ﺩ.ﺇ 643ﺩ.ﺇ 562ﺩ.ﺇ 610ﺩ.ﺇ 646ﺩ.ﺇ 562ﺩ.ﺇ 503ﺩ.ﺇ 533ﺩ.ﺇ 588ﺩ.ﺇ 683
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Quick stats about house rentals in Kissimmee

  • Total vacation rentals

    Explore 3,470 vacation rentals in Kissimmee

  • Nightly prices starting at

    Kissimmee vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

  • Verified guest reviews

    Over 101,570 verified reviews to help you choose

  • Family-friendly vacation rentals

    2,910 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 590 rentals that welcome pets

  • Vacation rentals with a pool

    3,200 properties feature pools

  • Rentals with dedicated workspaces

    1,700 properties have a dedicated workspace

  • Wi-Fi availability

    3,470 of Kissimmee vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kissimmee rentals

  • 4.7 Average rating

    Kissimmee stays receive an average rating of 4.7 out of 5 from guests

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